Specific C-H⋯N intramolecular interactions in the vinyloxy- and vinylthiopyridine series

Autor: Afonin, A. V., Andriyankov, M. A., Nikitin, M. V., Garashchenko, Z. M., Khil'ko, M. Ya.
Zdroj: Chemistry of Heterocyclic Compounds; August 1991, Vol. 27 Issue: 8 p863-866, 4p
Abstrakt: A weak hydrogen bond with the participation of the vinyl group α-hydrogen atom arises in 2-vinyloxypyridine and 2-vinylthiopyridine, which primarily exist in the s-trans-conformation, according to the 1H and 13C NMR data. This interaction does not take place in 2-vinyloxymethyl- and 2-vinyloxyethylpyridines, which primarily exist in the s-cis-conformation. The C-H...N intramolecular interaction also does not occur in o-vinyloxyaniline due to the specific features of the stereoelectronic state of the amino group nitrogen atom.
Databáze: Supplemental Index